Development of Asymmetric Cooperative Gold Catalysis and Beyond
不对称协同金催化及其他领域的发展
基本信息
- 批准号:10546491
- 负责人:
- 金额:$ 37.19万
- 依托单位:
- 依托单位国家:美国
- 项目类别:
- 财政年份:2021
- 资助国家:美国
- 起止时间:2021-01-01 至 2025-12-31
- 项目状态:未结题
- 来源:
- 关键词:AldehydesAlkynesBiologicalCarboxylic AcidsCatalysisDevelopmentDisease ManagementFutureGoldIsomerismLigandsMedicalMetalsMethodsMolecular ProbesNaturePathway interactionsPharmacologic SubstancePreparationReactionReagentResearchStructureSystemcarbonyl compoundchemical synthesisdesigndrug candidateenolateimprovednovelprogramspropadieneprotonationpyrrolineresearch and development
项目摘要
Cooperative catalysis or catalysis involving metal-ligand cooperation is a highly versatile approach in
catalysis that have resulted in a myriad of highly efficient synthetic methods and conferred exceptional value to
chemical synthesis of bioactive and/or pharmaceutical compounds. Despite extraordinary advances on this
research topic, there are still much need to develop new cooperative systems based on unique ligand designs to
enable the development of new and/or much improved synthetic methods for chemical synthesis.
In 2014, the PI initiated a program on the development of bifunctional biaryl-2-ylphosphine ligands that are
designed to enable cooperative gold(I) catalysis. These ligands feature remote basic groups that can engage
bonding interactions with substrates or reagents during catalysis and thereby achieve ligand-metal cooperation.
Several preliminary studies, including a ppm-level gold-catalyzed addition of carboxylic acid to alkyne, an
asymmetric isomerization of alkyne into allene, and trapping of catalytically generated σ-allenylgold
intermediate with aldehyde, have validated the ligand design and the cooperative nature of the catalysis.
As the major focus of the PI’s future effort, this proposal seeks to apply this cooperative gold(I) catalysis
strategy to the development of asymmetric transformations of exceptional synthetic values. These include
expedient construction of chiral butenolids and 2,5-disubstituted pyrrolines and asymmetric propargylation
reactions/propargylic C-H functionalizations. The extension of this strategy to much cheaper cooperative Cu(I)
and Ag(I) catalysis offers new and distinct opportunities in asymmetric enolate protonation, which would open
valuable access to various carbonyl products. The transition to functionalized N,N-bidentate ligands would
enable the application of the cooperative ligand design concept to a much broader range of metal catalysis and
offer unprecedented opportunities to manipulate carbonyl compounds in asymmetric manners.
This proposal, if implemented, would introduce a range of new and versatile chiral bifunctional ligands to
metal catalysis and inspire increasing research effort in cooperative catalysis. Moreover, the methods developed
would provide efficient access to a variety of chiral structures of high value to chemical synthesis in general and
pharmaceutical R&D in particular.
协同催化或涉及金属-配体协同的催化是一种高度通用的方法,
催化,导致了无数的高效合成方法,并赋予了特殊的价值,
生物活性和/或药物化合物的化学合成。尽管在这方面取得了非凡的进展,
研究课题,仍然需要开发基于独特配体设计的新的合作系统,
使得能够开发新的和/或大大改进的化学合成方法。
2014年,PI启动了一项开发双官能联芳基-2-基膦配体的计划,
设计成能够进行协同金(I)催化。这些配体具有远程碱性基团,
在催化过程中与底物或试剂的键合相互作用,从而实现配体-金属配合。
一些初步的研究,包括ppm级的金催化的羧酸与炔的加成,
炔不对称异构化为丙二烯,以及催化生成的σ-丙二烯基金的捕获
中间体与醛的反应,验证了配体设计和催化的协同性质。
作为PI未来工作的主要重点,该提案寻求将这种合作金(I)催化应用于
战略发展的不对称转换的特殊综合价值观。这些包括
手性丁烯内酯和2,5-二取代吡咯啉的简便合成及不对称炔丙基化反应
反应/炔丙基C-H官能化。这种策略的扩展到更便宜的合作Cu(I)
Ag(I)催化为不对称烯醇化物质子化提供了新的独特的机会,
获得各种羰基产物的宝贵途径。向官能化的N,N-二齿配体的转变将
使合作配体设计概念能够应用于更广泛的金属催化,
提供了以不对称方式操纵羰基化合物的前所未有的机会。
如果实施,该提议将引入一系列新的和通用的手性双官能配体,
金属催化和激发越来越多的研究努力在合作催化。此外,开发的方法
将提供对化学合成具有高价值的多种手性结构的有效途径,
尤其是医药研发。
项目成果
期刊论文数量(0)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
数据更新时间:{{ journalArticles.updateTime }}
{{
item.title }}
{{ item.translation_title }}
- DOI:
{{ item.doi }} - 发表时间:
{{ item.publish_year }} - 期刊:
- 影响因子:{{ item.factor }}
- 作者:
{{ item.authors }} - 通讯作者:
{{ item.author }}
数据更新时间:{{ journalArticles.updateTime }}
{{ item.title }}
- 作者:
{{ item.author }}
数据更新时间:{{ monograph.updateTime }}
{{ item.title }}
- 作者:
{{ item.author }}
数据更新时间:{{ sciAawards.updateTime }}
{{ item.title }}
- 作者:
{{ item.author }}
数据更新时间:{{ conferencePapers.updateTime }}
{{ item.title }}
- 作者:
{{ item.author }}
数据更新时间:{{ patent.updateTime }}
Liming Zhang其他文献
Liming Zhang的其他文献
{{
item.title }}
{{ item.translation_title }}
- DOI:
{{ item.doi }} - 发表时间:
{{ item.publish_year }} - 期刊:
- 影响因子:{{ item.factor }}
- 作者:
{{ item.authors }} - 通讯作者:
{{ item.author }}
{{ truncateString('Liming Zhang', 18)}}的其他基金
Development of Asymmetric Cooperative Gold Catalysis and Beyond
不对称协同金催化及其他领域的发展
- 批准号:
10322384 - 财政年份:2021
- 资助金额:
$ 37.19万 - 项目类别:
Insertion Into Unactivated/Deactivated C(sp3)-H Bonds Enabled by Oxidatively Generated, Highly Reactive a-Oxo Gold Carbenes: A Safe Non-Diazo yet More Potent Approach
通过氧化生成的高反应性 a-Oxo 金卡宾插入未活化/失活的 C(sp3)-H 键:一种安全的非重氮且更有效的方法
- 批准号:
9449301 - 财政年份:2017
- 资助金额:
$ 37.19万 - 项目类别:
Development of novel approaches for stereoselective construction of glycosidic linkages
糖苷键立体选择性构建新方法的开发
- 批准号:
9391624 - 财政年份:2017
- 资助金额:
$ 37.19万 - 项目类别:
Insertion Into Unactivated/Deactivated C(sp3)-H Bonds Enabled by Oxidatively Generated, Highly Reactive a-Oxo Gold Carbenes: A Safe Non-Diazo yet More Potent Approach
通过氧化生成的高反应性 a-Oxo 金卡宾插入未活化/失活的 C(sp3)-H 键:一种安全的非重氮且更有效的方法
- 批准号:
10001071 - 财政年份:2017
- 资助金额:
$ 37.19万 - 项目类别:
Insertion Into Unactivated/Deactivated C(sp3)-H Bonds Enabled by Oxidatively Generated, Highly Reactive a-Oxo Gold Carbenes: A Safe Non-Diazo yet More Potent Approach
通过氧化生成的高反应性 a-Oxo 金卡宾插入未活化/失活的 C(sp3)-H 键:一种安全的非重氮且更有效的方法
- 批准号:
9751339 - 财政年份:2017
- 资助金额:
$ 37.19万 - 项目类别:
Au/Pt Catalysis in the Synthesis of Elaborate N-Heterocycles: Methodology Develop
Au/Pt 催化合成精细 N-杂环化合物:方法开发
- 批准号:
8126457 - 财政年份:2009
- 资助金额:
$ 37.19万 - 项目类别:
Au/Pt Catalysis in the Synthesis of Elaborate N-Heterocycles: Methodology Develop
Au/Pt 催化合成精细 N-杂环化合物:方法开发
- 批准号:
7939682 - 财政年份:2009
- 资助金额:
$ 37.19万 - 项目类别:
Au/Pt Catalysis in the Synthesis of Elaborate N-Heterocycles: Methodology Develop
Au/Pt 催化合成精细 N-杂环化合物:方法开发
- 批准号:
8538430 - 财政年份:2009
- 资助金额:
$ 37.19万 - 项目类别:
Au/Pt Catalysis in the Synthesis of Elaborate N-Heterocycles: Methodology Develop
Au/Pt 催化合成精细 N-杂环化合物:方法开发
- 批准号:
8324555 - 财政年份:2009
- 资助金额:
$ 37.19万 - 项目类别:
相似海外基金
Reactions of Alkynes with Metal-Coordinated Phosphenium Ions
炔烃与金属配位磷离子的反应
- 批准号:
573824-2022 - 财政年份:2022
- 资助金额:
$ 37.19万 - 项目类别:
University Undergraduate Student Research Awards
Exploring the missing reactivity of heteroatom-substituted alkynes
探索杂原子取代的炔烃缺失的反应性
- 批准号:
559671-2021 - 财政年份:2022
- 资助金额:
$ 37.19万 - 项目类别:
Alexander Graham Bell Canada Graduate Scholarships - Doctoral
LEAPS-MPS: Developing a Spectroscopic Map for Terminal Alkynes
LEAPS-MPS:开发末端炔烃的光谱图
- 批准号:
2213339 - 财政年份:2022
- 资助金额:
$ 37.19万 - 项目类别:
Standard Grant
Development of Synthetic Methods for Hetero-fused pi-Conjugated Compounds Based on Trans-Addition to Alkynes
基于炔烃反式加成的异稠合π共轭化合物的合成方法研究进展
- 批准号:
21K05061 - 财政年份:2021
- 资助金额:
$ 37.19万 - 项目类别:
Grant-in-Aid for Scientific Research (C)
Development of Enantioselective Carboalumination of Alkenes and Alkynes Catalyzed by Rare-Erath Metal Catalysts
稀土金属催化剂催化烯烃和炔烃对映选择性碳铝化反应的研究进展
- 批准号:
21F21334 - 财政年份:2021
- 资助金额:
$ 37.19万 - 项目类别:
Grant-in-Aid for JSPS Fellows
Highly Selective Catalytic Reactions of Alkenes and Alkynes Relevant to Medicinal and Process Chemistry
与医药和工艺化学相关的烯烃和炔烃的高选择性催化反应
- 批准号:
10544730 - 财政年份:2021
- 资助金额:
$ 37.19万 - 项目类别:
Highly Selective Catalytic Reactions of Alkenes and Alkynes Relevant to Medicinal and Process Chemistry
与医药和工艺化学相关的烯烃和炔烃的高选择性催化反应
- 批准号:
10320911 - 财政年份:2021
- 资助金额:
$ 37.19万 - 项目类别:
Development of beta-carbon elimination reactions of alkynes from unstrained vinyl complexes
无应变乙烯基配合物中炔烃的β-碳消除反应的进展
- 批准号:
21K05101 - 财政年份:2021
- 资助金额:
$ 37.19万 - 项目类别:
Grant-in-Aid for Scientific Research (C)
Reactions of Alkynes with Metal-Coordinated Phosphenium Ions
炔烃与金属配位磷离子的反应
- 批准号:
563146-2021 - 财政年份:2021
- 资助金额:
$ 37.19万 - 项目类别:
University Undergraduate Student Research Awards
Highly Selective Catalytic Reactions of Alkenes and Alkynes Relevant to Medicinal and Process Chemistry
与医药和工艺化学相关的烯烃和炔烃的高选择性催化反应
- 批准号:
10581995 - 财政年份:2021
- 资助金额:
$ 37.19万 - 项目类别: